Discover Luxury Houses and Villas in Cayman Islands

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Cayman Islands villas

Luxury Cayman Islands Vacation Houses and Villas

Maison-premium-salle De Bain Privée-vue Sur L'océa - Cayman Islands
No reviews

Maison-premium-salle De Bain Privée-vue Sur L'océa

house
On Grand Cayman's south coast, this exclusive gated estate offers a secluded sandy beach just 20 minutes from the airport.
Experience ultimate luxury with 7,825 sq ft of living space, accommodating 12 guests across five bedrooms, complete with a private pool and tennis court.
Large Modern Apartment Close To Ocean - Cayman Islands
No reviews

Large Modern Apartment Close To Ocean

house
Just 600 feet from the pristine beaches of Grand Cayman and essential services, this Grand Harbour studio offers a premier luxury escape.
This exclusive accommodation comfortably sleeps 6 and features air conditioning, internet, and a refreshing swimming pool within a serene gated community.
Lemongrass - Cayman Islands
9.7 12 reviews

Lemongrass

house, West Bay
Offering a Caribbean escape, this luxury house in West Bay, Grand Cayman Island, provides a welcoming 'home away from home' experience.
Enjoy ultra comfort with thoughtful amenities and a modern ambiance, perfect for up to 6 guests in this desirable district.
Sir Turtle Beach Villas, Little Cayman- Red Side - Cayman Islands
9.6 5 reviews

Sir Turtle Beach Villas, Little Cayman- Red Side

house, Sister Islands
On Little Cayman's south shore, Man-o-war Roost offers exclusive private beach access and a private dock, just a five-minute walk from Edward Bodden Airfield.
This luxury villa accommodates eight guests with air conditioning, a swimming pool, and parking, ensuring a premium, private escape.
Northern Lights #3 - 2br-2ba Oceanfront Condo - Pool And Dock On Northside - Cayman Islands
10 1 review

Northern Lights #3 - 2br-2ba Oceanfront Condo - Pool And Dock On Northside

house, Old Man Bay
Directly on Old Man Bay Beach, Northern Lights #3 Condo offers exclusive luxury just 17 miles from Owen Roberts International Airport.
This upscale 1600 square foot house provides premium comfort for 11 guests with a private pool, air conditioning, and beachfront patio.
Incredible Beach Front Villa! - Cayman Islands
10 6 reviews

Incredible Beach Front Villa!

house, George Town
Offering exclusive beachfront access, this luxury four-bedroom villa in George Town is situated 3.1 miles from Owen Roberts International Airport.
Enjoy 2500 square feet of upscale living with a private swimming pool, tennis court, and stunning sea views for up to 15 guests.
Pomegranate Cottage - Cayman Islands
No reviews

Pomegranate Cottage

house, West Bay
Directly adjacent to West Bay Beach, this luxury house offers breathtaking sea views and a tranquil garden setting, just 9.3 miles from Owen Roberts International Airport and close to Seven Mile Beach and Stingray City.
Experience an exclusive holiday escape with a modern kitchen, a relaxing hot tub, and free WiFi, perfectly situated for serene relaxation and explicitly not suitable for bachelor/bachelorette parties.
Just Chillin In Little Cayman - Cayman Islands
9.6 8 reviews

Just Chillin In Little Cayman

house, Head of Bay
Exclusive villa in the desirable Head of Bay district, this luxury accommodation is conveniently located 3.7 miles from Edward Bodden Airfield.
This welcoming, pet-friendly property offers a saltwater swimming pool, air conditioning, and complimentary WiFi for up to 7 guests.

Luxury Villas with Private Pools in Cayman Islands

Among the 634 accommodations in Cayman Islands, here are the 8 best villas and beach houses with a pool

Thatch Hill - Cayman Islands
No reviews

Thatch Hill

house, Driftwood Village
Just 600 feet from Rum Point Beach, Thatch Hill offers a prime luxury villa experience in Driftwood Village with stunning sea views.
This welcoming four-bedroom villa provides exclusive access to a private swimming pool and upscale amenities for up to 16 guests.
4bd Beach Villa, Private Deck On Sand - Cayman Islands
No reviews

4bd Beach Villa, Private Deck On Sand

house, George Town
Offering direct beach access and serene beach settings in George Town, this luxury beach villa is conveniently located 3.1 miles from Owen Roberts International Airport.
Enjoy exclusive relaxation with a private pool, spacious terrace, and a fully fitted kitchen, perfect for up to 22 guests seeking a premium island escape.
Ocean View Condo Steps To Seven Mile Beach - Cayman Islands
No reviews

Ocean View Condo Steps To Seven Mile Beach

house, Seven Mile Beach
Directly on Seven Mile Beach, this ocean view condo offers unparalleled beachfront access, just 3.1 miles from Owen Roberts International Airport.
This luxury 1210 sq ft accommodation features 2 bedrooms, 3 bathrooms, a private balcony, and access to a fitness center and swimming pool, accommodating up to 11 guests.
Oceanfront South Sound Home With Magical Sunsets! - Cayman Islands
9.8 8 reviews

Oceanfront South Sound Home With Magical Sunsets!

house, George Town
Direct oceanfront access with breathtaking Caribbean Sea views and spectacular sunset vistas defines this luxury house on the tranquil south end of Grand Cayman.
This exclusive, upscale retreat offers a serene environment with 4 bedrooms, 3 bathrooms, and a guest capacity of 8, perfect for your next island getaway.
Grand Cayman East End Paradise Villa House - Cayman Islands
9.5 90 reviews

Grand Cayman East End Paradise Villa House

house, East End
Prime oceanfront luxury awaits on Grand Cayman's tranquil East End, offering unparalleled ocean views and direct beach access.
This family-friendly house boasts a spectacular 5-tiered swimming pool with a whirlpool, accommodating up to 10 guests with 4 bedrooms and 4.5 bathrooms for an exclusive island retreat.
Sea Beauty - Cayman Islands
10 3 reviews

Sea Beauty

house, North Side
Located in Grand Cayman, Sea Beauty is 14 miles from Owen Roberts International Airport, offering an exclusive North Side destination.
This luxury house boasts 1800 square feet, a private swimming pool, and a balcony, accommodating up to 10 guests with premium amenities including WiFi and air conditioning.
Spacious Waterside Condo Garden Pool & Hot Tub - Cayman Islands
No reviews

Spacious Waterside Condo Garden Pool & Hot Tub

house, West Bay
Just 3 minutes on foot from Boatswains Beach, this luxury West Bay condo offers a tranquil waterside retreat.
Enjoy a spacious 1130 sq ft, 1-bedroom home with a private garden, communal pool, and hot tub, perfect for up to 6 guests seeking upscale relaxation and water activities.
Beach House At Rum Point/3 Kayaks/4 Bikes/wi-fi - Cayman Islands
9.9 32 reviews

Beach House At Rum Point/3 Kayaks/4 Bikes/wi-fi

house, North Side
Primely located at Rum Point in North Side, this luxury house offers exclusive access to the Barrier Reef for world-class snorkeling and diving, just a short distance from Cayman's bio-luminescent bay.
This welcoming 2-bedroom, 2-bathroom house accommodates up to 6 guests, featuring a private swimming pool, garden, and a 10% discount for week-long stays, providing an authentic Caribbean island vacation.

Luxury Villas with a Jacuzzi in Cayman Islands

Chic Poolside Condo With Ocean Views - Cayman Islands
No reviews

Chic Poolside Condo With Ocean Views

house, West Bay
Prime West Bay location, this luxury holiday home is just 500 feet from Boatswains Beach and 8.7 miles from Owen Roberts International Airport.
This 870 sq ft, 1-bedroom residence accommodates 6 guests with a private pool, jacuzzi, fitness center, and EV charging.
Oceanfront Paradise East End 2br Oceanview Condo, Pools, Beach & Resort Amenities - Cayman Islands
No reviews

Oceanfront Paradise East End 2br Oceanview Condo, Pools, Beach & Resort Amenities

house, East End
Directly on the East End beachfront, this luxury condo is just steps from Colliers Public Beach and 22 miles from Owen Roberts International Airport.
This upscale accommodation offers 2 bedrooms, 2 bathrooms, a private pool, hot tub, fitness room, and ample parking for up to 8 guests.
White Dahlia By Grand Cayman Villas - Cayman Islands
9.5 8 reviews

White Dahlia By Grand Cayman Villas

house, Rum Point
Prime waterfront luxury awaits at this exquisite villa in Cayman Kai, just a short walk from the renowned Rum Point Club.
Experience an exclusive 5-star retreat with a private pool, heated spa, and dedicated kiddie splash zone, perfect for accommodating up to 10 guests.
Britannia 634 - Canal Front 3br Condo On 7 Mile Beach - Cayman Islands
9.7 3 reviews

Britannia 634 - Canal Front 3br Condo On 7 Mile Beach

house, Upper Land
Just a 19-minute walk from Seven Mile Beach and 3.7 miles from Owen Roberts International Airport, this luxury house in Upper Land offers an exclusive Cayman Islands escape.
This premium 2600 sq ft accommodation comfortably sleeps 15 guests and boasts a private pool, jacuzzi, and full kitchen for an unforgettable stay.
Great Bluff Estates By Grand Cayman Villas - Cayman Islands
10 11 reviews

Great Bluff Estates By Grand Cayman Villas

house, East End
Offering panoramic ocean views from Great Bluff Estates, this luxury house provides direct backyard snorkeling access in East End.
This exclusive property boasts a 1,500-square-foot primary suite, a private gym, and a heated spa on its elevated pool deck.
Cayman Paradise Villa #1 - 4br Oceanfront, Pool & Quiet East End - Cayman Islands
8.5 2 reviews

Cayman Paradise Villa #1 - 4br Oceanfront, Pool & Quiet East End

house, East End
Directly on the beachfront in East End, Caiman Paradise Villa #1 offers direct access to stunning sea views and is approximately 19 miles from Owen Roberts International Airport.
This luxury 4-bedroom, 4-bathroom villa boasts a private outdoor swimming pool, a fully equipped kitchen, and 2700 square feet of premium living space perfect for up to 19 guests.
Luxury 5 Bdr Ocean View Home W/ Pool + Hot Tub - Cayman Islands
10 59 reviews

Luxury 5 Bdr Ocean View Home W/ Pool + Hot Tub

house
Offering stunning ocean views, this luxury house in East End, Grand Cayman is steps from the East End Blow Holes.
This expansive 3,950 sq. ft. property, featuring a main house and attached studio, accommodates 12 guests with a private pool and hot tub.
Waterfront Condo Pool & Hot Tub Sunset Point - Cayman Islands
No reviews

Waterfront Condo Pool & Hot Tub Sunset Point

house, West Bay
Steps:
- In a first paragraph, you MUST describe precisely the location in one sentence, in particular its district, the distance to landmarks or any historical significance.
- Then, in a second paragraph, you MUST write a sentence about floor area (if you have the information) the layout, the capacity, amenities or any special features or activities around.
Just 4 minutes on foot from Boatswains Beach, this West Bay luxury holiday home offers an exclusive waterfront location with stunning sea views and private balcony access.
This 900 sq ft accommodation features a fully equipped kitchen, air conditioning, and access to a shared fitness center and swimming pool, accommodating up to 6 guests with on-site parking.

Luxury Vacation Homes with a Balcony in Cayman Islands

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Cayman Islands.

Luxury Condo With Ocean Views & Private Garden - Cayman Islands
No reviews

Luxury Condo With Ocean Views & Private Garden

house, West Bay
Just steps from Boatswains Beach, this luxury West Bay condo offers ocean views and an exclusive setting in the Cayman Islands, 8.7 miles from Owen Roberts International Airport.
This 870 sq ft accommodation accommodates up to 6 guests with 1 bedroom, 2 bathrooms, a private garden, swimming pool, fitness center, and EV charging.
33 Sunset Point Vacations Oceanfront Luxury - Cayman Islands
No reviews

33 Sunset Point Vacations Oceanfront Luxury

house, West Bay
Directly on the West Bay shores, this luxury beachfront house offers exclusive sea views and is a 4-minute walk to Boatswains Beach.
This premium 1950 sq ft residence accommodates 10 guests with 3 bedrooms, 3 bathrooms, a private pool, jacuzzi, sauna, and fitness center.
Cayman Reef Resort #52 On 7 Mile Beach - Cayman Islands
9.7 3 reviews

Cayman Reef Resort #52 On 7 Mile Beach

house, George Town
Prime location within Caiman Reef Resort places this luxury house steps from Seven Mile Beach and 2.5 miles from Owen Roberts International Airport.
Enjoy an exclusive 800-square-foot retreat with a fully equipped kitchen, air conditioning, and access to a swimming pool and garden, perfect for up to 7 guests.
Seven Mile View #2 - 2 Br Oceanfront Condo & Pool - Cayman Islands
No reviews

Seven Mile View #2 - 2 Br Oceanfront Condo & Pool

house, West Bay
Just steps from Seven Mile Beach, Seven Mile View #2 offers a prime luxury location in West Bay, 6.8 miles from Owen Roberts International Airport.
This upscale accommodation boasts 1210 square feet of living space, featuring a private balcony with stunning sea views and capacity for 7 guests.
Cocoplum #5 - 2br Oceanfront Condo On Seven Mile Beach - Cayman Islands
9.0 2 reviews

Cocoplum #5 - 2br Oceanfront Condo On Seven Mile Beach

house, George Town
Directly on Seven Mile Beach, Cocoplum #5 Condo in George Town offers beachfront luxury just 1.9 miles from Owen Roberts International Airport.
This 1210 sq ft house provides a private patio, an outdoor swimming pool, and a waterpark, accommodating up to 9 guests with free WiFi and air conditioning.
Beach Living At Plantation Village Bld - Cayman Islands
No reviews

Beach Living At Plantation Village Bld

house, George Town
Steps from Seven Mile Beach, this luxury Plantation Village BLD house in George Town offers premium beach living and is only 2.5 miles from Owen Roberts International Airport.
This 900 sq ft, 2-bedroom house accommodates 10 guests with a full kitchen, air conditioning, and a private swimming pool for an exclusive, upscale stay.
Sweetie Kai Ih 6 - Cayman Islands
No reviews

Sweetie Kai Ih 6

house, Driftwood Village
Directly adjacent to Rum Point Beach, this elegant holiday home in Caiman Kai offers unparalleled shoreline access and breathtaking sea views.
This luxury accommodation sleeps 14 with a fully fitted kitchen, air conditioning, and balcony access from bedrooms, all located 26 miles from Owen Roberts International Airport.
Luxury 2bdr Beachfront Condo On Spotts Beach - Cayman Islands
No reviews

Luxury 2bdr Beachfront Condo On Spotts Beach

house, Savannah
Directly on Spotts Beach, this luxury beachfront condo in Savannah offers stunning sea views and easy access to swimming and sunbathing.
This premium 2-bedroom, 2-bathroom house provides 1330 square feet of living space, accommodating up to 8 guests with a private patio, outdoor pool, and complimentary WiFi.

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